Hydrogen Bromide → 1-(2-Bromoethyl)piperidine hydrobromide

HRID 464806Notes

Reaction equation

HRID 464806 reaction equation
O([CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)C1C=CC=CC=1.[BrH:16]>C(Cl)(Cl)Cl>[BrH:16].[Br:16][CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 120169Piperidine, 1-(2-phenoxyethyl)-

Product 1

HCID 124407831-(2-Bromoethyl)piperidine hydrobromideYield 79%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

15 g of the 1-(2-phenoxyethyl)piperidine thus obtained was reacted with 30 ml of 40% hydrobromic acid at 150° C. for 7 hours with stirring. The reaction solution was cooled, added with 20 ml of chloroform and then the chloroform layer was separated. The hydrobromic acid layer was condensed under reduced pressure and the residue was recrystallized from 5 ml of ethyl alcohol to give 15.1 g of 1-(2-bromoethyl)piperidine hydrobromide having a melting point of 89° C. to 91° C. in a yield of 79%.

Workup

  1. temperatureThe reaction solution was cooled
  2. customthe chloroform layer was separated
  3. customcondensed under reduced pressure
  4. customthe residue was recrystallized from 5 ml of ethyl alcohol

Sources & evidence

ORD record
ord-96a9ab07fa314cd4bb41bfc831f1e632
Source dataset
uspto-grants-1985_10
Patent number
US04549023

Reaction notes

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